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4-Aminophenol

Catalog Number
ACM123308
CAS Number
123-30-8
Product Name
4-Aminophenol
Structure
Category
Liquid Crystal (LC) Building Blocks
Description
P-aminophenol appears as white or reddish-yellow crystals or light brown powder. Turns violet when exposed to light. (NTP, 1992);DryPowder;Solid
IUPAC Name
4-aminophenol
Molecular Weight
109.13g/mol
Molecular Formula
C6H7NO
Canonical SMILES
C1=CC(=CC=C1N)O
InChI
InChI=1S/C6H7NO/c7-5-1-3-6(8)4-2-5/h1-4,8H,7H2
InChI Key
PLIKAWJENQZMHA-UHFFFAOYSA-N
Boiling Point
543 °F at 760 mm Hg (Decomposes) (NTP, 1992);284.0 °C;284 °C at 760 mm Hg, decomposes; 167 °C at 8.0 mm Hg; 150 °C at 3.0 mm Hg; 130.2 °C at 0.3 mm Hg;187.5°C
Melting Point
367 to 369 °F (NTP, 1992);187.5 °C;187.5 °C
Flash Point
195 °C (383 °F) - closed cup
Solubility
less than 1 mg/mL at 73° F (NTP, 1992);0.15 M;Solubility in water: 0.39% at 0 °C; 0.65% at 24 °C; 0.80% at 30 °C; in ethyl methyl ketone: 9.3% at 58.5 °C; in absolute ethanol: 4.5% at 0 °C; practically insoluble in benzene and chloroform;Slightly soluble in toluene, diethyl ether, ethanol, cold water; soluble in acetonitrile, ethyl acetate, acetone, hot water; very soluble in dimethylsulfoxide.;Very soluble in ethanol; insoluble in benzene, chloroform; slightly soluble in trifluoroacetic acid; soluble in alkalies;In water, 1.6X10+3 mg/L at 20 °C;16.0 mg/mL
Application
4-Aminophenol serves as a versatile compound with a variety of applications across different fields. It plays a crucial role in the synthesis of pharmaceuticals, including the widely used analgesic and antipyretic drug, Paracetamol. Beyond its significance in medicine, 4-Aminophenol is employed in the production of other pharmaceutical ingredients and industrial chemicals such as Acebutolol, Ambroxol, and Sorafenib. In industrial processes, it is used as a dye for textiles, hair, furs, and feathers, and a developing agent in black-and-white photography. Additionally, it functions as a corrosion inhibitor in paints and lubricants, and as a wood stain providing a rose-like color to timber. It also acts as a reagent for the analysis of metals and compounds, and as an important precursor in the production of rubber antioxidants. With its moderate solubility in alcohols and ability to be oxidized in the presence of a base, 4-Aminophenol is a valuable component in both chemical synthesis and analytical applications.
Color/Form
Orthorhombic plates from water;White plates from water;Colorless crystals;White or reddish yellow crystals turn violet on exposure to light
Complexity
66.9
Covalently-Bonded Unit Count
1
EC Number
204-616-2
Exact Mass
109.052764g/mol
Formal Charge
0
Heavy Atom Count
8
Log P
0.04 (LogP);log Kow = 0.04 at pH 7.4;0.04
MeSH Entry Terms
4-aminophenol;4-aminophenol conjugate monoacid;4-aminophenol hydrochloride;4-aminophenol monopotassium salt;4-aminophenol monosodium salt;4-aminophenol sulfate;4-aminophenol sulfate (2:1);4-aminophenol, 18O-labeled;4-aminophenol, 3H-labeled;4-aminophenol, ion(1+);4-hydroxyaniline;p-aminophenol;p-aminophenol phosphate;para-aminophenol
Monoisotopic Mass
109.052764g/mol
NSC Number
1545
Other Experimental
BP: Can be sublimed at 0.3 mm Hg and 110 °C without decomposition ... forms salts with acids and bases ... Deteriorates under the influence of air and light ... Commercial product usually pink ... MP of commercial product 186 °C;Heat of formation = -190.6 kJ/mol;4-Aminophenol crystals exist in two forms. The alpha form (from alcohol, water, or ethyl acetate) is the more stable and has an orthorhombic pyramidal structure, density 1.290 g/cu cm /alpha-4-Aminophenol/;4-Aminophenol crystals exist in two forms. The less stable beta form (from acetone) exists as acicular crystals that turn into the alpha form on standing; they are orthorhombic bipyramidal or pyramidal /beta-4-Aminophenol/;Crystalline powder; gradually becomes darker. Decomposes about 306 °C. Very soluble in water; soluble in alcohol /p-Aminophenol hydrochloride/;Henry's Law constant = 3.6X10-10 atm-cu m/mole at 25 °C (est);Hydroxyl radical reaction rate constant = 7.4X10-11 cu cm/molecule-sec at 25 °C (est)
Rotatable Bond Count
0
Stability
Deteriorates under influence of air and light
UNII
R7P8FRP05V
UN Number
2512
Vapor Pressure
4.00e-05 mmHg;4.0X10-5 mm Hg at 25 °C
XLogP3
0
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